ID: ALA472965

Max Phase: Preclinical

Molecular Formula: C20H17N3O5

Molecular Weight: 379.37

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CN1C/C(=C\c2ccc([N+](=O)[O-])cc2)C(=O)/C(=C/c2ccc([N+](=O)[O-])cc2)C1

Standard InChI:  InChI=1S/C20H17N3O5/c1-21-12-16(10-14-2-6-18(7-3-14)22(25)26)20(24)17(13-21)11-15-4-8-19(9-5-15)23(27)28/h2-11H,12-13H2,1H3/b16-10+,17-11+

Standard InChI Key:  RZSZIUWKHOTPLG-OTYYAQKOSA-N

Associated Targets(Human)

HSC-3 372 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HSC-4 439 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HL-60 67320 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

CCRF-CEM 65223 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HSC-2 771 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mus musculus 284745 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

L1210 27553 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 379.37Molecular Weight (Monoisotopic): 379.1168AlogP: 3.48#Rotatable Bonds: 4
Polar Surface Area: 106.59Molecular Species: NEUTRALHBA: 6HBD: 0
#RO5 Violations: 0HBA (Lipinski): 8HBD (Lipinski): 0#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 4.75CX LogP: 4.16CX LogD: 4.16
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.46Np Likeness Score: -0.56

References

1. Pati HN, Das U, Das S, Bandy B, De Clercq E, Balzarini J, Kawase M, Sakagami H, Quail JW, Stables JP, Dimmock JR..  (2009)  The cytotoxic properties and preferential toxicity to tumour cells displayed by some 2,4-bis(benzylidene)-8-methyl-8-azabicyclo[3.2.1] octan-3-ones and 3,5-bis(benzylidene)-1-methyl-4-piperidones.,  44  (1): [PMID:18468733] [10.1016/j.ejmech.2008.03.015]

Source